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Tropical Inn

– Key West, FL

Artfully blending the hushed privacy of a boutique hotel with the intimacy of a romantic bed and breakfast, The Tropical Inn is a haven of tranquility in a most unexpected central location: at the midpoint of legendary Duval Street, within walking distance of all Key West attractions. This romantic Key West bed and breakfast consists of the lovingly restored main house, which is listed on the National Register of Historic Places, and three charming cottages clustered in a lush tropical garden with a fabulous waterfall pool and spa. Meticulously clean, professionally designed interior and garden spaces are tastefully furnished in a tropical motif evocative of the European colonial era in the East and West Indies. Rooms at this lovely Key West inn have private baths, queen and king size beds, minifridges, ceiling fans, air conditioning, telephone, cable TV, and Wi-Fi Internet access. A microwave oven is centrally located for the convenience of guests. Most rooms feature adjacent porches or decks, and three Garden Cottage Suites have very private outdoor areas with their own spas! A tantalizing expanded continental breakfast buffet is served each morning on the garden terrace. This hospitable Key West B&B is a family owned and operated establishment. An emphasis on guest comfort, personal service, and attention to detail is evident throughout this charming Florida Keys bed and breakfast.

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  • Rates:
    $158 - $398
    per night
  • Reviews
    25  
  • Rooms
    11

La Mer & Dewey House

– Key West, FL

The ONLY Oceanfront, 4 Diamond Award Winning B&B in Key West! A GREEN Property!

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  • Rates:
    $199 - $475
    per night
  • Reviews
    3  
  • Rooms
    19

The Mermaid & Alligator

– Key West, FL

Welcome to the casual elegance and style of a more relaxed age. Our beautiful circa 1904 Victorian Home, located in the heart of Old Town Key West, offers the warm hospitality of a traditional bed & breakfast while providing our guest a place to relax, enjoy the ambiance, and even shut out the rest of the world if you choose. Join us and feel at home.

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  • Rates:
    $168 - $318
    per night
  • Reviews
    78  
  • Rooms
    9

Key West Casablanca

– Key West, FL

Experience classic Irish hospitality with a touch of Island charm!

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  • Rates:
    $99 - $425
    per night
  • Reviews
    2  
  • Rooms
    8

Center Court Historic Inn & Cottages

– Key West, FL

Romantic Suites w/Private Spas, Families and Pets Welcome - Old Town Key West!

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  • Rates:
    $118 - $1058
    per night
  • Reviews
    6  
  • Rooms
    90

The Conch House Heritage Inn

– Key West, FL

This elegant restoration of a 19th Century historic bed and breakfast is located in the heart of Old Town Key West. Charming and romantic accommodations are available in either traditional antique furnishings in the main house or tropical Caribbean style bedrooms in our poolside cottage. All rooms include private bath, A/C, TV, telephone, refrigerator and an extensive continential breakfast.

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  • Rates:
    $118 - $288
    per night
  • Reviews
    15  
  • Rooms
    8

An Island Oasis

– Key West, FL

An Island Oasis Tropical Bed & Breakfast, Gardens and Pool in Old Town 1 blk to beach and Duval St.

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  • Rates:
    $99 - $299
    per night
  • Reviews
    35  
  • Rooms
    6

Ambrosia Key West

– Key West, FL

Key West ambiance abounds in this tropical paradise situated on over an acre of lushly landscaped grounds just a block off Duval. Ambrosia features three pools, including a spa-pool, in a compound setting of 6 beautifully restored historic Conch Houses. Suites, pool rooms, townhomes, and even a two bedroom two bath cottage all feature original art work by local Keys artists, private entrances and baths (some with in room jacuzzi), coffeemakers, refrigerators, A/C and ceiling fans, color cable TV, maid and concierge service and include a hot breakfast served poolside each morning. Affordable luxury in the heart of Old Town! 622 Fleming Street. 800-535-9838, 305-296-9838.

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  • Rates:
    $179 - $639
    per night
  • Reviews
    14  
  • Rooms
    20
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The Palms Hotel

– Key West, FL

The Palms Hotel is the perfect hybrid of a quaint historically built guesthouse with all the amenities of a modern hotel in the Historic Old Town district of Key West. Surrounded by gracious Victorian and quaint "Conch" architecture, the Palms is only a few minutes walk or bicycle ride from delectable dining and superb attractions. ***Recently given a 3 Diamond rating with AAA!*** The poolside rooms and the Victorian house guest rooms all feature extended cable T.V., complimentary secured WI-FI, telephone, individually controlled air conditioner and ceiling fans. They also have private bathrooms and entrances. A continental breakfast is included with each room and is served poolside from 8-11am We are pet friendly and children all well behaved welcome. Stay at The Palms, paradise awaits you!

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Hot deal: Extended Stay Special

  • 2/8/2012 - 2/15/2012
  • Regular Rate: $155
  • Savings: 20%
  • Discount rate: $124
  • Rates:
    $100 - $360
    per night
  • Reviews
    45  
  • Rooms
    31
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Artist House Key West

– Key West, FL

Just steps away from Duval St, Marina & Shops is the Artst House, a refurbished historic guest house

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  • Rates:
    $115 - $350
    per night
  • Reviews
    8  
  • Rooms
    7
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The Wicker Guest House

– Key West, FL

Come visit us at the Wicker Guesthouse, "The Quiet Oasis in the Heart of Old Town Key West." Our peaceful hideaway lets you enjoy our tranquil island setting, but right out your front door you’ll enter the excitement of Key West’s main street, Duval Street. If it’s browsing art galleries, shopping, participating in water sports, enjoying the nightlife and entertainment or a beautiful sunset, it’s all within walking distance. A complimentary continental breakfast is served each morning on our poolside deck and all rooms have a private bath. Special promotions and discounts are offered throughout the year.

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  • Rates:
    $119 - $319
    per night
  • Reviews
    16  
  • Rooms
    21
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Azul Key West

– Key West, FL

Imagine a classic Queen Anne Mansion in the heart of historic Key West. A romantic gataway. A boutique hotel. Azul Key West is a new look in old town where you can experience the stark contrast of tropical modern furnishings in a turn of the century conch home. Built in 1903 by of one of Key West's premier cigar barons, Azul Key West is historically recognized as a work of art and listed on the National Registry of Historic Places.

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  • Rates:
    $109 - $269
    per night
  • Reviews
    4  
  • Rooms
    10

Duval House

– Key West, FL

The sounds and sights of Duval Street melt away as you enter this oasis of lush tropcial gardens set amid seven beautiful caribbean-style buildings. Couples will love this idyllic romantic setting as they float on the blue waters of our pool or sway to the rhythm of palm trees in a hammock built for two. Here, the sun rises each morning, inviting you to start your day in a blissfully peaceful, picturesque courtyard, enjoying your complimentary continental style breakfast - just another great day in Paradise! Located directly in the heart of Old Town, right at the center of Duval Street, you're just steps from Hemingway House and other historical sites, as well as haunts like Margaritaville and Sloppy Joe's. Close to the beach, all the stores, a myriad of restaurants and nightlife, you couldn't wish for a better location! We're an ideal vacation spot and the perfect romantic getaway; truly the heart and soul of old Key West!

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  • Rates:
    $140 - $390
    per night
  • Reviews
    1  
  • Rooms
    28

Garden House

– Key West, FL

FREE Beer & Wine Happy Hour & FREE Continental Breakfast

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  • Rates:
    $159 - $219
    per night
  • Reviews
    80  
  • Rooms
    10

Atlantis House

– Key West, FL

Welcome to Atlantis House the most private and unique Guesthouse in Key West. As the only guesthouse along the beaches, we offer just 2 exclusive suites both featuring private over-sized Jacuzzi baths, perfect for Romantic getaways and Honeymooners! Awarded by Tripadvisor Business by our Guests with the "Certificate of Excellence for 2011" and currently #1 in popularity in Key West on TripAdvisor and awarded by BedandBreakfast as the Best overall "Top 10 in the US." Contemporary architecture houses beautiful decor and gardens. The owners, Capt. Steve and Kayla, living in Key West for 20 yrs personally assist and offer suggestions from Dining to Island activities. Kayla is a licensed massage therapist. Steve is a USCG certified Captain and charters his Contender offering snorkeling trips to fishing and island eco-discovery adventure trips. The only guesthouse in Key West and Florida that will prepare your catch of the day after fishing or hand catch you lobsters for dinner while snorkeling. So come find yourself again at Atlantis House.

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  • Rates:
    $149 - $275
    per night
  • Reviews
    92  
  • Rooms
    2

Heron House

– Key West, FL

Take quiet refuge in a romantic retreat in the center of Old Town.

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  • Rates:
    $169 - $399
    per night
  • Reviews
    4  
  • Rooms
    23

Key West Bed & Breakfast

– Key West, FL

The Key West Bed and Breakfast is a 110 year old Victorian located in the center of Key Wests Historic Preservation District. Situated on a quiet side street this lovely Caribbean-style guest house is within walking distance to the sites and sounds that have made Key West infamous. Jody has a large collection of local art work and an extensive knowledge of the local history.

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  • Rates:
    $89 - $265
    per night
  • Reviews
    7  
  • Rooms
    8

The Grand

– Key West, FL

Relax & Recharge in Key West Style! Located in the heart of Old Town in a quiet residential neighborhood. 5 blocks from the world famous Duval Street, and Atlantic beaches. A Frommer's Guidebook "Find," winner of the Superior Small Lodgings "White Glove" award for excellence in cleanliness, and featured in National Geographic Traveler (Jan/Feb ’09). Queen Rooms and Two-Room Suites, all with a private entrance & bathroom, cable television, A/C & ceiling fan, in-room phone, refrigerator, wireless internet & iPod player. An expanded continental breakfast is served every morning, and free parking is always available.

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  • Rates:
    $88 - $248
    per night
  • Reviews
    4  
  • Rooms
    10

Ocean Breeze Inn

– Key West, FL

Excellent Old Town Key West location with Duval Street and tropical South Beach just steps away

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  • Rates:
    $109 - $199
    per night
  • Reviews
    2  
  • Rooms
    15

Coco Plum Inn

– Key West, FL

Intimate Hideaway in the heart of Old Key West.

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  • Rates:
    $159 - $359
    per night
  • Reviews
    7  
  • Rooms
    12

Avalon Bed & Breakfast

– Key West, FL

Located on the quiet end of Historic Duval Street. All rooms with Romantic over the bed canopy nets.

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  • Rates:
    $89 - $289
    per night
  • Reviews
    40  
  • Rooms
    10

Sailboat Sleeping

– Key West, FL

Sleep on the water instead of the same old bed and breakfast in Key West!

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L'Habitation Guest House

– Key West, FL

A charming and friendly small guesthouse situated in the heart of the historic district.

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Blue Parrot Inn

– Key West, FL

The Blue Parrot is a relaxed friendly and quiet house that welcomes all adults (16+). Originally built in 1884, the inn reflects classic Bahamian charm with an overlay of Victorian gingerbread. Sweeping verandas provide outside access to the rooms. It is located just off US1 (Truman Ave), and only 2 blocks from the famous Duval St. Beaches, restaurants, clubs, shops and galleries are all within very easy walking distance. The setting is secluded with lush tropical foliage and exotic plants abound in our gardens. A buffet breakfast is included each morning by our pool, which is heated for your comfort. Our rooms vary in size and decor but all feature AC, ceiling fan, phone, cable TV and private bath. Most also have a refrigerator. Ten minutes from airport. Reservations strongly suggested.

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  • Rates:
    $100 - $300
    per night
  • Reviews
    17  
  • Rooms
    10
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The Douglas House

– Key West, FL

The Douglas House is your ticket to Paradise, offering the finest accommodations and the best location. And check out our affordable room rates. Located in the center of Old Town Key West, the Douglas House is literally footsteps away from world class Duval Street. We're also in walking distance to the Southernmost Point Monument, as well as the historic Ernest Hemingway House Museum, the sunset pier at Mallory Square, the Lighthouse Museum and many other museums and attractions and night life.

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  • Rates:
    $89 - $599
    per night
  • Reviews
    14  
  • Rooms
    30

Alexander Palms Court

– Key West, FL

A tropical style, gated compound in Old Town Key West located just blocks from downtown and the beaches. We have a variety of accommodations, most with kitchens, in a courtyard setting with a lovely pool. Free off-street parking available.

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  • Rates:
    $110 - $320
    per night
  • Reviews
    9  
  • Rooms
    9
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Arist House on Fleming

– Key West, FL

Charming mansion located on a quiet street in Old Town Key West.

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The Knowles House

– Key West, FL

The perfect choice for a relaxing stay in paradise.

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  • Rates:
    $129 - $269
    per night
  • Reviews
    25  
  • Rooms
    8

Authors of Key West

– Key West, FL

15 minutes from Duval Street, Authors is a private compound at wonderful rates.

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  • Rates:
    $100 - $295
    per night
  • Reviews
    13  
  • Rooms
    9
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La Pensione Inn B&B

– Key West, FL

La Pensione in the heart of Old Town Key West. Friendly & Helpful staff.

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  • Rates:
    $128 - $328
    per night
  • Reviews
    79  
  • Rooms
    9
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Cypress House

– Key West, FL

One block off Duval Street in Old Town with Olde World charm and modern amenities

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  • Rates:
    $145 - $425
    per night
  • Reviews
    17  
  • Rooms
    22

Duval Gardens Bed & Breakfast

– Key West, FL

In the heart of Old Town Key West. Located on Historic Duval Street.

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  • Rates:
    $99 - $289
    per night
  • Reviews
    33  
  • Rooms
    7

Duval Inn

– Key West, FL

You've arrived; come join us. Welcome to paradise; welcome to the Duval Inn.

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  • Rates:
    $99 - $219
    per night
  • Reviews
    9  
  • Rooms
    16

Sugarloaf Lodge

– Sugarloaf Key, FL

Waterfront rooms, tiki bar, restaurant, marina, pool, pet friendly, 13 mi NE of Key West.

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Island City House Hotel

– Key West, FL

The Island City House Hotel is three historic buildings set amidst lush tropical gardens with winding brick walkways. Located in charming Old Town Key West, this unique hotel offers 24 beautifully appointed parlor suites. Other amenities include crystalline pool, complimentary continental breakfast, and widows walk sundeck. Children welcome.

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  • Rates:
    $150 - $420
    per night
  • Reviews
    5  
  • Rooms
    24

The Curry House

– Key West, FL

The Curry House is an historic piece of Old Key West

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  • Rates:
    $105 - $245
    per night
  • Reviews
    6  
  • Rooms
    9

Andrews Inn

– Key West, FL

Andrews Inn is located behind the well-known Hemingway Estate. Down a shady lane a few steps off Duval Street, the Inn is camouflaged in a courtyard grove of palms and jasmine. Guestrooms feature queen or king-size beds and private baths. A complimentary breakfast and cocktail hour is offered daily.

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  • Rates:
    $125 - $339
    per night
  • Reviews
    23  
  • Rooms
    10

Eden House

– Key West, FL

Key West's original hotel. Fully renovated, with heated pool, Jacuzzi, and lush, inviting grounds.

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  • Rates:
    $90 - $390
    per night
  • Reviews
    11  
  • Rooms
    42

Tropical Cottages

– Marathon, FL

Tropical Cottages offers cottage style accommodations in a quaint tropical environment.

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  • Rates:
    $85 - $175
    per night
  • Reviews
    1  
  • Rooms
    13

Inn at Key West

– Key West, FL

Indulge your senses as a guest of the Inn at Key West.

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The Banyan Resort

– Key West, FL

An oasis in Old Town, these Victorian houses are tucked amidst tropical gardens.

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  • Rates:
    $200 - $410
    per night
  • Reviews
    27  
  • Rooms
    38

Papa's Hideaway

– Key West, FL

Papa's Hideaway is tucked away down an Old Town side street just a block and a half from Duval Street. It is a popular destination if you are looking for a great place to relax. Studio rooms have complete kitchenette, private bathroom, king size bed, color cable tv, and a private porch OR our 2 bedroom 2 bathroom cottage house has living room, dining room and full kitchen. Our lush tropical compound has a heated pool, large Jacuzzi and we include a continental style breakfast served pool-side each day. Bicycles and a gas grill are also available.

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  • Rates:
    $149 - $175
    per night
  • Reviews
    8  
  • Rooms
    4

Seascape, An Inn

– Key West, FL

"Sparkling", says The New York Times. Named "Best Value" by Florida Keys Magazine

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  • Rates:
    $99 - $299
    per night
  • Reviews
    4  
  • Rooms
    6

Speakeasy Inn

– Key West, FL

Upscale Rum Bar with seven fully equipped rooms in the boutique section of Duval Street.

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  • Rates:
    $109 - $325
    per night
  • Reviews
    1  
  • Rooms
    7

Pilot House Guest House

– Key West, FL

Luxurious accommodations in the historic Victorian Otto Mansion and new poolside Cabanas. Suites contain fully equipped kitchen. Cabanas offer king-size bed,wet bar, private entrance, jacuzzi tub. Pool, lush gardens and spa surround the property. Clothing optional. Located in Old Town just 1/2 block from Duval Street. Private and elegant...an exceptional value.

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  • Rates:
    $100 - $250
    per night
  • Reviews
    5  
  • Rooms
    14

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Featured Review

The Mermaid & AlligatorKey West, FL

  • Nightly Rates $168 - $318
  • Reviews: 78
  • Rooms: 9
  • View Details

"magnificent!!!!"

"Rebecca meet us upon arrival, along with Havana and Cava, what a wonderful entrance into our vacation, I felt we were at home, we had just lost our companion in October. Paul, Dean and Rebecca, were very gracious around our dietary needs. Quoting another review "the grounds are beautiful and peacefully comfortable" a meditative quieting, we stayed in the Garden room, and wanting in the future to explore more. Another touch of love can be experienced by sitting in the gardens, one can feel when an environment is filled with love, this one is. For anyone who has chemical sensitivities, this is your chance to really enjoy your vacation. Everyone, from Rebecca, Dean and Paul, to the rest of the staff are gentle, respectful and very calming. Special thanks to Rebecca who does know all of the places to partake of culinary delight. Helpful, love, passion, a sense of serenity and great food, what a wonderful magnificence. Thank you so very much, for all the wagging tails. Treat yourself to love."